670-91-7

Basic information

• Product Name: 4-(4-METHYLPHENYL)IMIDAZOLE
• Synonyms: 4-P-TOLYL-1H-IMIDAZOLE;4-(4-METHYLPHENYL)IMIDAZOLE;5-(4-methylphenyl)-1H-imidazole
• CAS NO: 670-91-7
• Molecular Formula: C₁₀H₁₀N₂
• Molecular Weight: 158.2
• Mol File: 670-91-7.mol
• Article Data: 5

Chemical Properties

• Melting Point: 98-102°C
• Boiling Point: 379.9 °C at 760 mmHg
• Flash Point: 206.8 °C
• Appearance: /
• Density: 1.109 g/cm³
• CAS DataBase Reference: 4-(4-METHYLPHENYL)IMIDAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-METHYLPHENYL)IMIDAZOLE(670-91-7)
• EPA Substance Registry System: 4-(4-METHYLPHENYL)IMIDAZOLE(670-91-7)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 670-91-7(Hazardous Substances Data)

Usage

Description

4-(4-METHYLPHENYL)IMIDAZOLE is an imidazole derivative with the molecular formula C10H10N2, featuring a methylphenyl group attached to the fourth position of the imidazole ring. It is known for its diverse biological activities, such as anti-inflammatory, antifungal, and antiviral properties, and holds potential for pharmaceutical and organic synthesis applications.

Uses

Used in Pharmaceutical Industry:
4-(4-METHYLPHENYL)IMIDAZOLE is used as a pharmaceutical compound for its potential therapeutic applications due to its diverse biological activities, including anti-inflammatory, antifungal, and antiviral properties.
Used in Organic Synthesis:
4-(4-METHYLPHENYL)IMIDAZOLE is used as a chemical intermediate in organic synthesis, contributing to the development of new compounds and materials with potential applications in various fields.
Used in Medicinal Chemistry Research:
4-(4-METHYLPHENYL)IMIDAZOLE is used as a subject of interest for further research and development in the field of medicinal chemistry, owing to its unique structure and properties that may lead to the discovery of new drugs and therapeutic agents.

Upstream product

• 50-00-0 formaldehyd 
• 65143-37-5 2-oxo-2-(4-tolyl)ethyl acetate 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 13569-96-5 4-(4-bromophenyl)-1H-imidazole 
• 1041845-39-9 1-benzyl-5-(4-tolyl)-1H-imidazole 
• 77287-34-4 formamide 
• 619-41-0 4-(bromoacetyl)toluene 

Downstream Products

• 746654-29-5 6-bromo-8-(4-p-tolyl-imidazol-1-yl)-imidazo[1,2-a]pyrazine 
• 120116-88-3 4-chloro-2-cyano-N,N-dimethyl-5-(4-methylphenyl)-1H-imidazole-1-sulfonamide 

Relevant articles and documents

Using Data Science To Guide Aryl Bromide Substrate Scope Analysis in a Ni/Photoredox-Catalyzed Cross-Coupling with Acetals as Alcohol-Derived Radical Sources

Ni/photoredox catalysis has emerged as a powerful platform for C(sp2)–C(sp3) bond formation. While many of these methods typically employ aryl bromides as the C(sp2) coupling partner, a variety of aliphatic radical sources have been investigated. In principle, these reactions enable access to the same product scaffolds, but it can be hard to discern which method to employ because nonstandardized sets of aryl bromides are used in scope evaluation. Herein, we report a Ni/photoredox-catalyzed (deutero)methylation and alkylation of aryl halides where benzaldehyde di(alkyl) acetals serve as alcohol-derived radical sources. Reaction development, mechanistic studies, and late-stage derivatization of a biologically relevant aryl chloride, fenofibrate, are presented. Then, we describe the integration of data science techniques, including DFT featurization, dimensionality reduction, and hierarchical clustering, to delineate a diverse and succinct collection of aryl bromides that is representative of the chemical space of the substrate class. By superimposing scope examples from published Ni/photoredox methods on this same chemical space, we identify areas of sparse coverage and high versus low average yields, enabling comparisons between prior art and this new method. Additionally, we demonstrate that the systematically selected scope of aryl bromides can be used to quantify population-wide reactivity trends and reveal sources of possible functional group incompatibility with supervised machine learning.

One-pot synthesis of 2-alkyl-4(5)-aryl-1H-imidazoles from 1-aryl-2-bromoethanones, ammonium carbonate and aliphatic carboxylic acids

A simple and efficient protocol for the preparation of 2-alkyl-4(5)-aryl- 1H-imidazoles starting from α-bromo aryl methyl ketones and aliphatic carboxylic acids in the presence of ammonium carbonate has been developed.

A new boronic-acid based strategy to synthesize 4(5)-(het)aryl-1H-imidazoles

This paper describes the synthesis of a new N-THP protected 5-(1H)-imidazolyl boronic acid pinacol ester and its use in Suzuki cross-coupling reactions with a wide range of (het)aryl halides to provide 4(5)-(het)aryl-1H-imidazoles.